As if traveling isn't stressful enough, we have to worry about bringing all the essentials—comfy (read: stretchy) jeans, an outfit that can be dressed up or down, something glitzy for a girl's night out, and at least two pairs of shoes—all without overpacking. Make the trip easier for yourself by choosing an overnight bag that's not too big nor too small. Enter: the weekender bag. It's the perfect travel-sized companion for a long weekend getaway or quick three-day trip whether by car, train, or plane, all while avoiding pesky checked baggage fees. We've collected the best, most stylish but durable weekender bags for women to take on the holiday hustle.

Classic and chic, the Ara Prisha Ankle Boot is an ideal addition to your casual wardrobe. The GORE-TEX® membrane keeps you comfort...able and dry, while a side zipper offers easy on and off. GORE-TEX® membrane Waterproof construction Side zipper Style... read more